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5-A-RU (Synonyms: 5-Amino-6-(D-ribitylamino)uracil)

Cat. No.: HY-129364A
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5-A-RU (5-Amino-6-(D-ribitylamino)uracil), a precursor of bacterial Riboflavin, is a mucosal-associated invariant T (MAIT) cells activator. 5-A-RU forms potent MAIT-activating antigens via non-enzymatic reactions with small molecules, such as glyoxal and methylglyoxal, which are derived from other metabolic pathways.

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5-A-RU Chemical Structure

5-A-RU Chemical Structure

CAS No. : 17014-74-3

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Description

5-A-RU (5-Amino-6-(D-ribitylamino)uracil), a precursor of bacterial Riboflavin, is a mucosal-associated invariant T (MAIT) cells activator. 5-A-RU forms potent MAIT-activating antigens via non-enzymatic reactions with small molecules, such as glyoxal and methylglyoxal, which are derived from other metabolic pathways[1][2][3].

In Vitro

The MAIT antigens formed by the reactions between 5-A-RU and glyoxal/methylglyoxal are simple adducts, 5-(2-oxoethylideneamino)-6-D-ribitylaminouracil (5-OE-RU) and 5-(2-oxopropylideneamino)-6-D-ribitylaminouracil (5-OP-RU), respectively, which bound to MR1 as shown by crystal structures of MAIT TCR ternary complexes[1].
5-A-RU presents in diverse bacteria and yeast as well as plants. 5-A-RU plays an important role in MAIT cell activation, MR1 could not be refolded efficiently with 5-ARU alone. 5-A-RU is a precursor for MAIT cell ligand[2].
5-A-RU can react extemporaneously with glyoxal and methylglyoxal to generate pyrimidine adducts that activate mouse MAIT cells from STg (iVa19) and DTg (iVa19Vb6) animals[3].

In Vivo

5-A-RU (100 nM; i.p.; 18 hours) and methylglyoxal (MeG) are mixed extemporaneously, MAIT cells are activated in iVa19 Cα-/- Tg mice (generated on the C57BL/6 background)[3].

Molecular Weight

276.25

Formula

C₉H₁₆N₄O₆

CAS No.

17014-74-3

SMILES

O[[email protected]]([[email protected]@H]([[email protected]@H](CO)O)O)CNC(NC1=O)=C(N)C(N1)=O

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Keywords:

5-A-RU5-Amino-6-(D-ribitylamino)uracilOthersprecursorintermediateriboflavinbiosynthesisMAITcellligandInhibitorinhibitorinhibit

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